JP2024500806A - Hair conditioning composition for improving deposits - Google Patents

Abstract

_{( i} ) _{0.01 to 10} wt _. comprises a straight or branched alkyl chain which is saturated and may contain at least one group selected from ester, amide and ether groups; R ₃ is C ₁ -C ₄ , preferably comprises an alkyl chain with a carbon-carbon chain length of C ₁ -C ₂ ; R ₄ comprises a proton or an alkyl chain with a carbon-carbon chain length of C ₁ -C ₄ , preferably C ₁ -C ₂ ;X is an organic or inorganic anion. dialkyl cationic conditioning surfactant selected from; (ii) 0.1 to 10% by weight of a linear fatty substance; (iii) 0.1 to 5% by weight of a structuring agent; and (iv) conditioning activity. A composition comprising a particulate benefit agent selected from agents, wherein the molar ratio of dialkyl cationic surfactant (i) to linear fatty substance (ii) is from 1:10 to 1:1, most preferably Compositions ranging from 1:5 to 1:2 improve the deposition of particulate benefit agents on bleached hair.
[Chemical formula 1]

Description

The present invention is a conditioning composition comprising a dialkyl cationic surfactant in combination with a fatty alcohol and a structuring agent for the treatment of bleached hair, the conditioning composition comprising a benefit agent deposited on the hair upon use. and in particular to conditioning compositions capable of increasing the amount of benefit agents deposited on bleached hair.

In personal care compositions, such as hair treatment compositions, the deposition and delivery of benefit agents is often the driver of product performance. For example, many hair conditioner products on the market today benefit the hair by depositing benefit agents such as fragrances, silicones and damage repair actives into the hair during the washing and care process. Function.

However, consumers report being disappointed with the level of benefit obtained from the use of some compositions. This is usually due to an insufficient amount of benefit agent being delivered to the surface. It is therefore desirable to develop compositions that provide improved delivery of beneficial substances to surfaces such as hair.

Bleached hair is known to have particularly poor retention of silicones during and after application, resulting in low deposition levels and insufficient benefits to the user. Therefore, the user may have to apply more product and may never reach the desired level of conditioning. In fact, we have found that the measured levels of silicone delivered to bleached hair can be 20% lower than the levels achieved with the same product used on virgin hair.

In hair treatment compositions, a variety of alkyl cationic compounds are known for providing a variety of benefits.

WO 17/1721171 discloses a composition for treating keratinous substrates, comprising a cationic agent comprising a certain quaternary ammonium compound and an imidazoline compound, a modified starch, two silicon compounds, a cationic vinylpyrrolidone polymer and water. ing. It is claimed that hair treated with the composition has improved bulk, body and volume, is easy to rinse, dries quickly, stays clean longer and is well conditioned. US 2005/175569 discloses cosmetic compositions, for example for hair conditioning and styling, comprising cationic surfactants which can be quaternary ammonium salts.

JP2005-060271 describes (A) dimethylpolysiloxane represented by general formula (1), (B) dimethylpolysiloxane represented by general formula (2), and (C) dimethylpolysiloxane represented by general formula (3). The aqueous hair cosmetic composition may include a cyclic dimethylpolysiloxane in a ratio of [(B)+(C)]/(A) of 1 or more; and (D) an additional quaternary ammonium component. Disclosed. The composition is said to provide a range of conditioning benefits to the hair during the wetting, rinsing and drying stages.

Our own published applications WO 02/102334 and WO 01/43718 provide aqueous hair treatment compositions with cleansing and conditioning properties comprising cationic surfactants based on quaternary ammonium with defined hydrocarbyl chains.

WO2020/061658A1 (L'OREAL) discloses compositions for providing styling benefits to hair, such as anti-frizz properties, volume control, and conditioning. The hair treatment composition comprises: (a) a cationic surfactant that is an esterquat; (b) a cationic surfactant that is not an esterquat; (c) a silicone oil; (d) a fatty alcohol; e) water; and (f) optionally one or more of (i) a nonionic polymer, (ii) a cationic polymer, and (iii) an amino silicone.

WO 99/62492A1 (PROCTER & GAMBLE) contains (1) at least 3% of a compound having a melting point of at least 25°C; (2) an emulsifier selected from the group consisting of amines, betaines, nonionic compounds, and mixtures thereof; 3) a quaternary compound; and (4) a conditioning composition is disclosed that has a DSC profile with substantially no peaks above about 3 mJ/mg from about 40°C to 65°C. shows.

GB2316615A (R&CPRODUCTS PTY LTD) contains i) 0.1-10% C18-C22 alkyl quaternary ammonium, e.g. behentrimonium chloride, ii) 0.1-10% C12-C22 dialkyl quaternary ammonium, e.g. dicetyldimonium chloride, iii) 0.01-5% of a non-volatile polyalkyl silicone, e.g. dimethyl silicone, iv) 0.01-5% of a non-volatile polyalkyl hydroxy-terminated silicone, e.g. dimethiconol, v) 0.01 A composition for improving the conditioning effect comprising ~5% of an emulsified cationic amino-functional silicone, such as amodimethicone, vi) 0.1 to 10% of a long-chain fatty alcohol, such as cetyl alcohol, vii) the balance water. things are disclosed.

US Pat. cationic surfactants, (c) 0.1 to 30% by weight of oily or fatty substances, (d) 0.1 to 90% by weight of organic liquids that are compatible with water and have at least one hydroxyl group; and (e) water. A hair treatment composition is disclosed.

WO2020/126659A1 (UNILEVER PLC) contains (i) 0.01-10% by weight of a linear cationic conditioning surfactant; (ii) 0.1-10% by weight of a linear fatty substance; (iii) particles (iv) 0.01 to 5% by weight of a 100% active branched cationic co-surfactant defined by structure (1) for improving the deposition of benefit agents on the hair; A composition wherein the molar ratio of branched cationic cosurfactant (iv) to linear cationic surfactant (i) is within the range of 1:20 to 1:1; Compositions are disclosed having viscosities from ,000 to 750,000 cp.

WO2020/127542A1 (UNILEVER PLC) contains a) conditioning bases comprising i) cationic conditioning surfactants with 16 to 32 carbon atoms, ii) fatty alcohols with 8 to 22 carbon atoms; b) ) 0.1 to 10% by weight of conditioning silicone; (c) 0.1 to 5% by weight of diesterquats selected from diesterquats containing branched saturated chains, diesterquats containing unbranched unsaturated chains and mixtures thereof; and wherein the ratio of b) to c) is from 1:1 to 1:0.1 and provides improved silicone deposition on the hair surface.

WO17/1721171 US2005/175569 JP2005-060271 WO02/102334 WO01/43718 WO2020/061658A1 WO99/62492A1 GB2316615A US5374421A WO2020/126659A1 WO2020/127542A1

Although dialkyl materials are known in home and personal care products, they have not been used as main ingredients in conditioning formulations due to the instability of the resulting products. They have not been applied effectively in improving the deposition of benefit agents into the hair.

Despite the prior art, there remains a need to deliver improved benefits to bleached hair.

We have surprisingly found that with a given balance between dialkyl-based surfactants and fatty substances it is possible to create stable products. Compositions comprising certain combinations of dialkyl surfactants in combination with structuring agents and fatty substances unexpectedly significantly promote the deposition of conditioning benefit agents (e.g., silicones) onto bleached hair. .

All percentages quoted herein are by weight, based on total weight, unless otherwise specified.

［式中、
Ｒ_１及びＲ_２は、Ｃ_４～Ｃ_２０、好ましくはＣ_６～Ｃ_１８の炭素－炭素鎖長を有し、飽和又は不飽和であり、そしてエステル基、アミド基及びエーテル基から選択される少なくとも一つの基を含んでいてもよい直鎖又は分枝鎖のアルキル鎖を含み；
Ｒ_３は、Ｃ_１～Ｃ_４、好ましくはＣ_１～Ｃ_２の炭素－炭素鎖長を有するアルキル鎖を含み；
Ｒ_４は、プロトン又はＣ_１～Ｃ_４、好ましくはＣ_１～Ｃ_２の炭素－炭素鎖長を有するアルキル鎖を含み；
Ｘは、有機又は無機アニオンである。］から選択されるジアルキルカチオン性コンディショニング界面活性剤；
（ｉｉ）０．１～１０重量％の直鎖脂肪物質；
（ｉｉｉ）０．１～５重量％の構造化剤；及び
（ｉｖ）コンディショニング活性剤から選択される粒子状有益剤
を含む組成物であって、
ジアルキルカチオン性コンディショニング界面活性剤（ｉ）と直鎖脂肪物質（ｉｉ）とのモル比が１：１０～１：１、最も好ましくは１：５～１：２の範囲である組成物が提供される。 Therefore, (i) 0.01 to 10% by weight of structure 1:

[In the formula,
R ₁ and R ₂ have a carbon-carbon chain length of C ₄ to C ₂₀ , preferably C ₆ to C ₁₈ , are saturated or unsaturated, and are selected from ester groups, amide groups and ether groups. comprising a straight or branched alkyl chain optionally containing at least one group;
R ₃ comprises an alkyl chain having a carbon-carbon chain length of C ₁ to C ₄ , preferably C ₁ to C ₂ ;
R ₄ comprises a proton or an alkyl chain having a carbon-carbon chain length of C ₁ to C ₄ , preferably C ₁ to C ₂ ;
X is an organic or inorganic anion. ] A dialkyl cationic conditioning surfactant selected from;
(ii) 0.1 to 10% by weight of straight chain fatty substances;
(iii) 0.1 to 5% by weight of a structuring agent; and (iv) a conditioning active.
Compositions are provided in which the molar ratio of dialkyl cationic conditioning surfactant (i) to linear fatty substance (ii) ranges from 1:10 to 1:1, most preferably from 1:5 to 1:2. Ru.

In a second aspect, the present invention provides a method for treating bleached hair of a conditioning active, preferably a particulate benefit agent selected from silicone emulsions, comprising applying the composition of the first aspect to the bleached hair. provides a method for increasing the deposition of

The method of the invention preferably includes the additional step of rinsing the composition from bleached hair.

Preferably, the method provides a ratio of 1:10 to 1:1, most preferably 1:5 to 1:2 compared to a similar composition that does not include a dialkyl cationic conditioning surfactant according to structure 1. The composition defined by the first aspect of the invention is applied to the hair when compared to a composition that does not contain a branched cationic conditioning surfactant (i) and a straight chain fatty substance (ii) in a molar ratio of A method of increasing silicone deposition on bleached hair is provided, comprising the steps of applying and rinsing the hair with water.

A third aspect preferably ranges from 1:10 to 1:1, most preferably from 1:5 to 1:2, compared to a similar composition that does not contain a dialkyl cationic conditioning surfactant according to structure 1. an increased amount of a conditioning active, preferably in particulate form, selected from silicones when compared to a composition that does not contain a branched cationic conditioning surfactant (i) and a straight chain fatty substance (ii) in a molar ratio of Provided is the use of the composition of the first aspect for delivering a benefit agent to bleached hair.

The composition according to the invention is preferably formulated as a conditioner for hair treatment (typically after shampooing) and subsequent rinsing.

Preferably, the treatment composition is selected from rinse-off hair conditioners, hair masks, leave-on conditioner compositions, and pre-treatment compositions, more preferably rinse-off hair conditioners, hair masks, leave-on conditioner compositions, and pre-treatment compositions. such as oil treatments, most preferably rinse-off hair conditioners, hair masks and leave-on conditioner compositions. The treatment composition is preferably selected from rinse-off hair conditioners and leave-on conditioners.

Rinse-off conditioners used in the present invention are typically conditioners that are left on wet hair for 1 to 2 minutes before rinsing off.

The hair mask used in the present invention is typically a treatment that is left on the hair for 3 to 10 minutes, preferably 3 to 5 minutes, more preferably 4 to 5 minutes before washing off.

The leave-on conditioner used in the present invention is typically applied to the hair and left for 10 minutes or more, preferably applied to the hair after washing and not washed off until the next wash.

Dialkyl Cationic Conditioning Surfactants The dialkyl cationic conditioning surfactants contain 0.01 to 10% by weight, preferably 0.1 to 5% by weight, most preferably 0.5 to 4% by weight (with 100% active material). , based on the weight of the entire composition).

The molar ratio of dialkyl cationic conditioning surfactant (i) to linear fatty substance (ii) ranges from 1:10 to 1:1, most preferably from 1:5 to 1:2.

式中、
Ｒ_１及びＲ_２は、Ｃ_４～Ｃ_２０、好ましくはＣ_６～Ｃ_１８の炭素－炭素鎖長を有し、飽和又は不飽和であり、そしてエステル基、アミド基及びエーテル基から選択される少なくとも一つの基を含んでいてもよい直鎖又は分枝鎖のアルキル鎖を含み；
Ｒ_３は、Ｃ_１～Ｃ_４、好ましくはＣ_１～Ｃ_２の炭素－炭素鎖長を有するアルキル鎖を含み；
Ｒ_４は、プロトン又はＣ_１～Ｃ_４、好ましくはＣ_１～Ｃ_２の炭素－炭素鎖長を有するアルキル鎖を含み；
Ｘは、有機又は無機アニオンであり；
ジアルキルカチオン性界面活性剤（ｉ）と直鎖脂肪物質（ｉｉ）とのモル比は１：１０～１：１、最も好ましくは１：５～１：２の範囲である。 The dialkyl cationic conditioning surfactant is selected from structure 1 below.

During the ceremony,
R ₁ and R ₂ have a carbon-carbon chain length of C ₄ to C ₂₀ , preferably C ₆ to C ₁₈ , are saturated or unsaturated, and are selected from ester groups, amide groups and ether groups. comprising a straight or branched alkyl chain optionally containing at least one group;
R ₃ comprises an alkyl chain having a carbon-carbon chain length of C ₁ to C ₄ , preferably C ₁ to C ₂ ;
R ₄ comprises a proton or an alkyl chain having a carbon-carbon chain length of C ₁ to C ₄ , preferably C ₁ to C ₂ ;
X is an organic or inorganic anion;
The molar ratio of dialkyl cationic surfactant (i) to linear fatty substance (ii) ranges from 1:10 to 1:1, most preferably from 1:5 to 1:2.

In structure 1, the amine head group is charged in the final formulation. However, the raw materials contain species whose charge is not permanent and can be induced by protonation in the formulation using strong acids.

Optionally, at least one of R ₁ and R ₂ is selected from the group consisting of an ester group (-OCO- or -COO-), an amide group (-NOC- or NCO-), and an ether group (-O-). Contains a linkage within the selected alkyl chain.

X is an organic or inorganic anion. Preferably, X is a halide ion; a sulfate of the general formula RSO ₃ ^- , where R is a saturated or unsaturated alkyl group having 1 to 4 carbon atoms; and an anionic organic acid. including anions selected from the groups.

Preferred halide ions are selected from fluoride, chloride, bromide and iodide. Preferred anionic groups of organic acids are selected from maleate, fumarate, oxalate, tartrate, citric, lactic and acetate groups. Preferred sulfate groups are methanesulfonic acid groups and ethanesulfonic acid groups.

Most preferably, X ^- comprises an anion selected from halides, methanesulfonate groups and ethanesulfonate groups.

In a preferred embodiment,
R ₁ and R ₂ are saturated or unsaturated, have a carbon-carbon chain length of C ₄ to C ₂₀ , preferably C ₆ to C ₁₈ , and are optionally selected from ester groups, amide groups and ether groups. a straight or branched alkyl chain containing at least one group;
R ₃ comprises an alkyl group having a carbon-carbon chain length of C ₁ -C ₄ , preferably C ₁ -C ₂ ;
R ₄ comprises a proton or an alkyl chain having a carbon-carbon chain length of C ₁ to C ₄ , preferably C ₁ to C ₂ ;
X is an organic or inorganic anion.

Preferred examples include dioleoylisopropyldimonium methosulfate, dioleoylisopropyldimonium chloride, dipalmoylisopropyldimonium methosulfate, dipalmoylisopropyldimonium chloride, bis(isostearoyl/oleoylisopropyl)dimonium Methosulfate, bis(isostearoyl/oleoylisopropyl)dimonium chloride, etc. Bis(isostearoyl/oleoylisopropyl)dimonium methosulfate is called Quaternium-98 by the INCI nomenclature and is available from Evonik and Varisoft (registered). Trademark) Commercially available under the name EQ100. A further preferred compound is also available from Evonik under the name Varisoft® EQ65. Other preferred examples include the Tetranyl® product family from Kao: Tetranyl® AO-1, Tetranyl® AT-1, Tetranyl® AT1-PG, Tetranyl® Others include AT-75, Tetranyl® AT7590, Tetranyl® L1/90 and Tetranyl® L6/90.

Straight Chain Fatty Substances The compositions of the present invention contain from 0.1 to 10% by weight of straight chain fatty substances.

The combination of fatty substances and cationic surfactants in conditioning compositions is considered to be particularly advantageous since it results in the formation of structured lamellar or liquid crystalline phases in which the cationic surfactants are dispersed. There is.

Fatty substances contain carbon-carbon chains. The term "straight chain" means that the carbon-carbon chain is straight in nature (ie, unbranched). A "straight chain fatty substance" has only straight carbon-carbon chains. The straight chain may be saturated or unsaturated.

Preferably, the straight chain fatty substances are selected from fatty alcohols, alkoxylated fatty alcohols, fatty acids or mixtures thereof. More preferably, the straight chain fatty substance is selected from fatty alcohols and fatty acids, and mixtures thereof, most preferably fatty alcohols.

Preferably, the alkyl chains of the fatty substance are fully saturated. Typical fatty substances contain 8 to 22 carbon atoms, more preferably 16 to 22 carbon atoms.

Suitable fatty alcohols contain 8 to 22 carbon atoms, preferably 16 to 22 carbon atoms, most preferably C16 to C18. Fatty alcohols are typical compounds containing straight chain alkyl groups. Preferably the alkyl group is saturated. Examples of preferred fatty alcohols include cetyl alcohol, stearyl alcohol, and mixtures thereof. The use of these materials is also advantageous in that they contribute to the overall conditioning properties of the compositions used in the invention.

Alkoxylated (eg, ethoxylated or propoxylated) fatty alcohols having about 12 to about 18 carbon atoms in the alkyl chain can be used in place of or in addition to the fatty alcohol itself. Suitable examples include ethylene glycol cetyl ether, polyoxyethylene (2) stearyl ether, polyoxyethylene (4) cetyl ether, and mixtures thereof.

The level of fatty substances in the conditioner of the present invention is suitably from 0.1 to 10 weight percent of the total composition, preferably from 0.1 to 5 weight percent.

Structuring Agent The compositions of the present invention include a structuring agent.

The structuring agent is preferably selected from unmodified structuring agents, hydrophobically modified structuring agents, and mixtures thereof, most preferably unmodified.

Preferably the structuring agent is nonionic.

Cationic structuring agents such as phosphorylated starch are not preferred because their positive charge competes with silicone to deposit on the hair. A cationic structuring agent is a material that can be nonionic in salt form, but dissociates in solution to form a cationic species.

In the present invention, nonionic structuring agents do not form cationic species in solution.

Preferably, the structuring agent has a molecular weight in the range of 500 kDa to 2 MDa.

Preferably, the structuring agent is a polysaccharide, preferably derived from cellulose.

Examples of suitable structuring agents include hydroxyethylcellulose (HEC) (unmodified structuring agent), available under the trade name Natrosol® (unmodified structuring agent), for example from Ashland. Another suitable polysaccharide example is Structure XL (unmodified starch) available from Nouryon. Another suitable cellulosic structuring agent is Plantasens Biogum Tara available from Clariant.

Suitable hydrophobically modified structuring agents include both hydroxyethyl groups and long chain alkyl groups. For example, hydrophobically modified HEC available as Natrosol Plus 330 or Polysurf™ 67 (manufactured by Ashland).

The most preferred structuring agent is hydroxyethylcellulose.

Particulate Benefit Agent The compositions of the present invention include a particulate benefit agent. The particulate benefit agent is selected from conditioning active agents. Most preferably, the particulate benefit agent is a silicone emulsion.

Preferred silicone emulsions are free of hydrophobic modification, preferably the silicone emulsions are not myristyloxyl modified silicones, most preferably they are not myristyloxyl modified silicones or cetyloxyl modified silicones. Most preferably, the silicone emulsion for use in the composition of the invention is selected from emulsions of dimethicone, dimethiconol, amodimethicone and mixtures thereof.

Suitable emulsifying silicones include polydimethylsiloxanes having the CTFA designation dimethicone. Also suitable for use in the compositions of the invention are polydimethylsiloxanes having hydroxyl end groups, having the CTFA name dimethiconol. Preferably, the silicone is selected from the group consisting of dimethicone, dimethiconol, amodimethicone and mixtures thereof. Blends of amino-functionalized silicones and dimethicone are also preferred.

The viscosity of the emulsified silicone itself (not the emulsion or the final hair conditioning composition) is typically at least 10,000 cst at 25°C; the viscosity of the silicone itself is preferably at least 60,000 cst, most Preferably it is at least 500,000 cst, ideally 1,000,000 cst. Preferably, the viscosity does not exceed at least 10 ⁹ cst to facilitate formulation.

Emulsifying silicones for use in the compositions of the present invention typically have a D90 silicone droplet size in the composition of less than 30 microns, preferably less than 20 microns, more preferably less than 10 microns, ideally 0. .01 to 1 micron. Silicone emulsions having an average silicone droplet size (D50) of 0.15 microns are commonly referred to as microemulsions.

Silicone particle size can be measured by laser light scattering techniques using, for example, a 2600D Particle Sizer from Malvern Instruments.

Examples of suitable preform emulsions include Xiameter MEM 1785 and microemulsion DC2-1865 available from Dow Corning. These are dimethiconol emulsions/microemulsions. Crosslinked silicone gums are also available in pre-emulsified form, which is advantageous in ease of formulation.

A more preferred type of silicone for inclusion in the compositions of the invention are amino-functional silicones. "Amino-functional silicone" means a silicone containing at least one primary, secondary or tertiary amine group, or quaternary ammonium group. Examples of suitable amino-functional silicones include polysiloxanes having the CTFA designation "Amodimethicone." A preferred amodimethicone is commercially available from Dow Corning as DC7134.

Specific examples of amino-functional silicones suitable for use in the present invention are amino silicone oils DC2-8220, DC2-8166 and DC2-8566 (all examples from Dow Corning).

Suitable quaternary silicone polymers are described in EP-A-0530974. A preferred quaternary silicone polymer is K3474 from Goldschmidt.

Emulsions of amino-functional silicone oils with nonionic and/or cationic surfactants are also suitable.

Preform emulsions of amino-functional silicones are also available from silicone oil suppliers such as Dow Corning and General Electric. Specific examples include DC939 cationic emulsion and nonionic emulsions DC2-7224, DC2-8467, DC2-8177 and DC2-8154 (all from Dow Corning).

The total amount of particulate benefit agent is preferably from 0.1% to 10% by weight of the total composition, more preferably from 0.1% to 5%, even more preferably from 0.25% to 3%. % by weight and most preferably from 0.25 to 1.5% by weight.

Any linear cationic conditioning surfactant composition may include a linear cationic conditioning surfactant that is cosmetically acceptable and suitable for topical application to hair.

Preferably, the linear cationic conditioning surfactant has the formula 1: N ⁺ (R ¹ )(R ² )(R ³ )(R ⁴ ), where R ¹ , R ² , R ³ and R ⁴ is independently (C ₁ -C ₃₀ )alkyl or benzyl.

In formula 1, preferably one, two or three of R ¹ , R ² , R ³ and R ⁴ are independently (C ₄ -C ₃₀ ) alkyl, and the other R ¹ , R ² , R ³ and R ⁴ are (C _{1 -C6} ) alkyl or benzyl.

More preferably, one or two of R ¹ , R ² , R ³ and R ⁴ are independently (C ₆ -C ₃₀ ) alkyl and the other R ¹ , R ² , R ³ and R ⁴ The group is a (C ₁ -C ₆ )alkyl group or a benzyl group. Optionally, the alkyl group may contain one or more ester linkages (-OCO- or -COO-), amide linkages (-NOC- or NCO-), and/or ether linkages (-O-) within the alkyl chain. good. Alkyl groups may be optionally substituted with one or more hydroxyl groups. The alkyl group may be linear or branched, and in the case of an alkyl group having 3 or more carbon atoms, it may be cyclic. Alkyl groups may be saturated or contain one or more carbon-carbon double bonds (eg, oleyl). Alkyl groups are optionally ethoxylated on the alkyl chain with one or more ethyleneoxy groups.

Quaternary amine salts suitable for use in conditioner compositions according to the invention are those containing 12 to 24 carbon atoms, preferably 16 to 22 carbon atoms.

Quaternary amine salts suitable for use in conditioner compositions according to the invention include cetyltrimethylammonium chloride, behenyltrimethylammonium chloride, behentrimonium methosulfate, behenylamidopropyl dimethylamine, cetyltrimethylammonium chloride, cetylpyridinium chloride. , tetramethylammonium chloride, tetraethylammonium chloride, octyltrimethylammonium chloride, dodecyltrimethylammonium chloride, hexadecyltrimethylammonium chloride, octyldimethylbenzylammonium chloride, decyldimethylbenzylammonium chloride, stearyldimethylbenzylammonium chloride, stearalkonium chloride, meth Examples include stearalkonium sulfate, didodecyldimethylammonium chloride, diotadecyldimethylammonium chloride, tallow trimethylammonium chloride, dihydrogenated tallow dimethylammonium chloride (for example, Arquad 2HT/75 manufactured by Akzo Nobel), and cocotrimethylammonium chloride.

Preferred quaternary amine salts are selected from behenyltrimethylammonium chloride, behentrimonium methosulfate, cetyltrimethylammonium chloride, and mixtures thereof.

A particularly useful cationic surfactant for use in conditioners according to the invention is, for example, cetyltrimethylammonium chloride, commercially available as GENAMIN CTAC from Hoechst Celanese. Another particularly preferred cationic surfactant for use in conditioners according to the invention is behenyltrimethylammonium chloride, commercially available, for example, from Clariant as GENAMIN KDMP.

Additional suitable cationic surfactants include materials having the CTFA designations Quaternium-5, Quaternium-31, and Quaternium-18. Mixtures of any of the aforementioned materials may also be suitable.

式中、Ｒ^１は１０個以上の炭素原子を有するヒドロカルビル鎖であり、Ｒ^２及びＲ^３は独立に１～１０個の炭素原子のヒドロカルビル鎖から選択され、ｍは１～約１０の整数である。］；及び
（ｉｉ）酸。 Further examples of the types of cationic surfactants suitable for use in the present invention include (i) and (ii) below, either alone or together with one or more other cationic surfactants. It is a combination of:
(i) Amidamine corresponding to general formula (II):

where R ¹ is a hydrocarbyl chain having 10 or more carbon atoms, R ² and R ³ are independently selected from hydrocarbyl chains of 1 to 10 carbon atoms, and m is an integer from 1 to about 10. be. ]; and (ii) acid.

As used herein, the term hydrocarbyl chain means an alkyl or alkenyl chain.

Preferred amidoamine compounds are those corresponding to formula (I),
R ¹ is a hydrocarbyl residue having about 11 to about 24 carbon atoms;
R ² and R ³ are each independently a hydrocarbyl residue, preferably an alkyl group having from 1 to about 4 carbon atoms, and m is an integer from 1 to about 4.

Preferably, R ² and R ³ are methyl or ethyl groups.

Preferably m is 2 or 3, ie an ethylene group or a propylene group.

Preferred amidoamines useful herein include stearamide-propyldimethylamine (TAS), stearamidepropyldiethylamine, stearamideethyldiethylamine, stearamideethyldimethylamine, palmitamidopropyldimethylamine, palmitamidopropyl-diethylamine, Palmitamide ethyl diethylamine, palmitamide ethyl dimethylamine, behemidopropyl dimethyl amine, behenamide propyl diethyl amine, behenamide ethyl diethyl amine, behenamide ethyl dimethyl amine, arachido amidopropyl dimethyl amine, These include arachido-amidopropyl diethylamine, arachido-amidoethyl diethylamine, arachido-amidoethyl dimethylamine, and mixtures thereof.

Particularly preferred amidoamines useful herein are stearamidopropyldimethylamine, stearamidoethyldiethylamine, and mixtures thereof.

Commercially available amidoamines useful herein include stearamidopropyl dimethylamine under the trade designation LEXAMINE S-13 available from Inolex (Philadelphia, Pennsylvania, USA) and ANIDOAMINE MSP available from Nikko (Tokyo, Japan). Stearamide ethyl diethylamine under the trade name AMIDOAMINE S available from Nikko, Behenamidopropyl dimethylamine under the trade name INCROMINE BB available from Croda (North Humberside, UK), available from Scher (Clifton New Jersey, USA) There are various amidoamines under the trade name SCHERCODINE series.

The acid can be an organic or mineral acid capable of protonating the amidoamine in the conditioner composition. Suitable acids useful herein include hydrochloric acid, acetic acid, tartaric acid, fumaric acid, lactic acid, malic acid, succinic acid, and mixtures thereof. Preferably, the acid is selected from the group consisting of acetic acid, tartaric acid, hydrochloric acid, fumaric acid, lactic acid and mixtures thereof.

The main role of acids is to protonate amidoamines in hair treatment compositions, forming tertiary amine salts (stearamidopropyldimethylamine) in situ (TAS) in hair treatment compositions. be. Stearamidopropyl dimethylamine is a non-permanent quaternary ammonium or pseudo-quaternary ammonium cationic surfactant in nature.

Preferably, the acid is included in an amount sufficient to protonate greater than 95 mole percent (293K) of the amidoamine present.

In the conditioners used in the present invention, the level of linear cationic conditioning surfactants generally ranges from 0.01 to 10% of the total weight of cationic conditioning surfactants, based on the total weight of the composition. Preferably it ranges from 0.05 to 7.5%, most preferably from 0.1 to 5%.

Additional Ingredients Compositions according to the invention may include any of the many ingredients common to hair conditioning compositions.

Other ingredients may include preservatives, colorants, polyols such as glycerin and polypropylene glycol, chelating agents such as EDTA, antioxidants such as vitamin E acetate, fragrances, antibacterial agents, and sunscreens. Each of these ingredients will be present in an amount effective to accomplish its purpose. Generally, these optional ingredients will be included individually at levels up to about 5% by weight of the total composition.

Preferably, additional ingredients include perfumes, preservatives, colorants and conditioning silicones.

The compositions of the invention are preferably free of viscosity modifiers and thickeners, such as thickening polymers.

Mixtures of any of the above active ingredients can also be used.

Generally, such components will be included individually at a level of up to 2%, preferably up to 1% by weight of the total composition.

Embodiments of the invention are provided in the following Examples, in which all percentages are given on a weight basis based on total weight, unless otherwise specified.

Example 1: Composition 1 according to the invention and comparative composition A
The following composition was prepared.

Comparative Example A: Contains linear alkyl surfactant and no structuring agent.

Example 1 (5): Contains diester quaternary ammonium material.

Composition 1 was stable under both ambient and elevated temperature storage conditions (no phase separation occurred).

Example 2: Treatment of Hair with Compositions A and 1 The hair used was dark brown European hair in a switch (hairpiece) weighing 5 grams and having a length of 6 inches.

Hair bleaching was performed using Platine Precision White Compact Lightening Powder (L'Oreal Professionnel Paris, Paris, France) mixed with 9% peroxide cream, 30'vol' (Excel GS Ltd, UK) ( 120g peroxide cream This was done by applying 60 g of mixed powder) and leaving it to stand for 30 minutes. The hair was then rinsed with water for 2 minutes.

First, the hair was treated with a cleansing shampoo using the following method:
The hair fibers were held under running water for 30 seconds and the shampoo was applied at a dose of 0.1 ml of shampoo per gram of hair and rubbed into the hair for 30 seconds. Excess foam was removed by holding under running water for 30 seconds and the shampooing step was repeated. The hair was rinsed under running water for 1 minute.

Wet hair was then treated with the composition using the following method:
The conditioner was applied to wet hair at a dose of 0.2 mL of conditioner per gram of hair and massaged into the hair for 1 minute. The hair was rinsed under running water for 1 minute to remove excess water.

Example 3: Silicone deposition on bleached hair treated with compositions A and 1

Comparative Example A is a typical composition representing the prior art containing a linear alkyl surfactant. Comparative Example A deposited only 230 ppm.

The composition of the invention represented by Example 1 differs from Comparative Example A in that it contains both a dialkyl cationic material and a structurant material. It can be seen that the amount of silicone deposited on bleached hair increases dramatically.

Claims (14)

(i) 0.01 to 10% by weight of Structure 1:

[In the formula,
R ₁ and R ₂ have a carbon-carbon chain length of C ₄ to C ₂₀ , preferably C ₆ to C ₁₈ , are saturated or unsaturated, and are selected from ester groups, amide groups and ether groups. comprising a straight or branched alkyl chain optionally containing at least one group;
R ₃ comprises an alkyl chain having a carbon-carbon chain length of C ₁ to C ₄ , preferably C ₁ to C ₂ ;
R ₄ comprises a proton or an alkyl chain having a carbon-carbon chain length of C ₁ to C ₄ , preferably C ₁ to C ₂ ;
X is an organic or inorganic anion. ] A dialkyl cationic conditioning surfactant selected from;
(ii) a linear fatty substance containing 0.1 to 10% by weight of linear carbon-carbon chains;
(iii) 0.1 to 5% by weight of a structuring agent; and (iv) a conditioning active.
A composition in which the molar ratio of dialkyl cationic surfactant (i) to linear fatty substance (ii) ranges from 1:10 to 1:1. 2. The composition of claim 1, wherein the structuring agent is selected from unmodified structuring agents, hydrophobically modified structuring agents, and mixtures thereof. 3. A composition according to claim 2, wherein the structuring agent is a nonionic polysaccharide, preferably hydroxyethylcellulose. A composition according to any one of claims 1 to 3, wherein the conditioning active is a silicone emulsion. 5. A composition according to claim 4, wherein the silicone emulsion is selected from emulsions of dimethicone, dimethiconol, amodimethicone and mixtures thereof. 6. A composition according to claim 4 or claim 5, wherein the silicone emulsion is free of hydrophobic modification, preferably not myristyloxyl modified silicone. A composition according to any preceding claim, wherein the particulate benefit agent is present in an amount of 0.1% to 10% by weight of the total composition. 8. The composition of claim 7, wherein the particulate benefit agent is present in an amount of 0.25-1.5% by weight. Composition according to any one of claims 1 to 8, wherein X ^- comprises an anion selected from a halide, a methanesulfonate group and an ethanesulfonate group. Composition according to any one of claims 1 to 9, wherein the molar ratio of branched cationic surfactant (i) to linear fatty substance (ii) ranges from 1:5 to 1:2. Composition according to any one of claims 1 to 10, wherein the branched cationic conditioning surfactant is present in an amount of 0.01 to 5% by weight. The deposition of a particulate benefit agent selected from conditioning actives, scalp actives, encapsulated fragrances, emulsified fragrances and mixtures thereof onto bleached hair is facilitated by similar methods without dialkyl cationic conditioning surfactants according to structure 1. 12. A method for increasing hair relative to a composition comprising the steps of applying a composition according to any one of claims 1 to 11 to the hair and rinsing the hair with water. Claims 1-1 for delivering an increased amount of a particulate benefit agent selected from conditioning actives to bleached hair as compared to a similar composition that does not contain a dialkyl cationic conditioning surfactant according to structure 1. 12. Use of a composition according to any one of 11. 14. The use according to claim 13, wherein the particulate benefit agent is a silicone emulsion.